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(3R,5R,6R,8S,9S,10R,13R,14S,17R)-3,5,6-trihydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-3,4,6,7,8,9,11,12,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthren-1-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 54d154e2-f5b9-48c6-94e8-da96dd92caa6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (3R,5R,6R,8S,9S,10R,13R,14S,17R)-3,5,6-trihydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-3,4,6,7,8,9,11,12,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthren-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H46O4/c1-16(2)7-6-8-17(3)20-9-10-21-19-14-24(30)27(31)15-18(28)13-23(29)26(27,5)22(19)11-12-25(20,21)4/h16-22,24,28,30-31H,6-15H2,1-5H3/t17-,18+,19+,20-,21+,22+,24-,25-,26+,27+/m1/s1
InChI Key NGKGCAWHVVDTNN-WBQNJBOJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H46O4
Molecular Weight 434.70 g/mol
Exact Mass 434.33960994 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 5.70
Atomic LogP (AlogP) 4.73
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5R,6R,8S,9S,10R,13R,14S,17R)-3,5,6-trihydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-3,4,6,7,8,9,11,12,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthren-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9693 96.93%
Caco-2 - 0.6380 63.80%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7109 71.09%
OATP2B1 inhibitior - 0.5774 57.74%
OATP1B1 inhibitior + 0.9314 93.14%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7013 70.13%
P-glycoprotein inhibitior - 0.6274 62.74%
P-glycoprotein substrate + 0.7068 70.68%
CYP3A4 substrate + 0.7263 72.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7939 79.39%
CYP3A4 inhibition - 0.8192 81.92%
CYP2C9 inhibition - 0.8322 83.22%
CYP2C19 inhibition - 0.8164 81.64%
CYP2D6 inhibition - 0.9654 96.54%
CYP1A2 inhibition - 0.8061 80.61%
CYP2C8 inhibition - 0.7862 78.62%
CYP inhibitory promiscuity - 0.9568 95.68%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7253 72.53%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9393 93.93%
Skin irritation + 0.6119 61.19%
Skin corrosion - 0.9267 92.67%
Ames mutagenesis - 0.5691 56.91%
Human Ether-a-go-go-Related Gene inhibition - 0.5265 52.65%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.6081 60.81%
skin sensitisation - 0.7793 77.93%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7237 72.37%
Acute Oral Toxicity (c) III 0.4549 45.49%
Estrogen receptor binding + 0.8013 80.13%
Androgen receptor binding + 0.8229 82.29%
Thyroid receptor binding + 0.6265 62.65%
Glucocorticoid receptor binding + 0.7743 77.43%
Aromatase binding + 0.6287 62.87%
PPAR gamma + 0.5375 53.75%
Honey bee toxicity - 0.8240 82.40%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9681 96.81%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.86% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.62% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.51% 82.69%
CHEMBL299 P17252 Protein kinase C alpha 94.13% 98.03%
CHEMBL2581 P07339 Cathepsin D 94.01% 98.95%
CHEMBL2179 P04062 Beta-glucocerebrosidase 93.55% 85.31%
CHEMBL226 P30542 Adenosine A1 receptor 93.50% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.08% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.60% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.78% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 90.74% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.25% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.29% 91.11%
CHEMBL1871 P10275 Androgen Receptor 88.12% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.51% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 86.87% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.82% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.89% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.15% 93.56%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 83.59% 98.33%
CHEMBL1937 Q92769 Histone deacetylase 2 83.58% 94.75%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 83.55% 95.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.37% 85.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.81% 90.08%
CHEMBL1907 P15144 Aminopeptidase N 80.58% 93.31%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 11843234
LOTUS LTS0090479
wikiData Q105178974